Manufacture and production of fast ortho-oxy-azo dyestuffs.



KARL ELBEL, or summon, GERMANY, ASSIGNOR TO THE FIR-M or KALLE & com PANY,AKTIENGESELLSGHAFT, or BIEBRICH, GERMANY.

. MANUFACTURE AND PRODUCTION OF EAST ORTHO-OXY-AZO DYESTUIEFS.

No Drawing.

To all whom it may concern:

Be it known that I, KARL ELBEL, a subject of the King of Prussia, residing at Biebrich-on-the-Rhine, Germany, have inented certain new and useful Improvements in the Manufacture and Production of Fast Ortho-Oxy-Azo Dyestuffs, of which the following is a specification;

I have found that the diazooxid obtainable from l-amido-2-naphth0l-4 sulfonic acid may under certain conditions be chlorinated and that the so obtained chlorinated diazo compound yields, when combined with various phenols, amins, pyrazolones and the like, ortho-oxy-az o dyestuffs of especially bright shades and of excellent fastness against light and the various finishing processes like fulling, potting and crossdyeing.

The chlorination of the naphthalene-L2- diazooxidl-sulfonic acid can be effected by blowing chlorin gas into a solution of the diazooxid in fuming sulfuric acid or chloroalways stirring well.

sulfonic acid at slightly elevated tempera-' ture of 2-5 to 50 degrees cent-igrade for instance. Tlre reaction can also be carried out in the presence of a chlorin carrier. The best results are obtained, if the chlorin acts on the solut-ion.of the diazooxid in fuming sulfuric acid under pressure, and it is to be observed that also in the former case more or less chlorosulfonic acid is formed,

by the interaction of the hydrochloric acid,

mass, the temperature of which is raised to about 50 degrees centigrade, a current of Specification of Letters Patent.

Patented May 2%, 19112.

Application filed September 18, 1911. Serial No. 649,957.

- Example 2; In an autoclave having a stirring device 810 kilos naphthalene-1.2- dlazooxld-t-sulfonic acid containing 95.4

' per cent. pure substance are mixed at a temperature of about 10 degrees cent-igrade with 1688 kilos of sulfuric acid monohydrate. 720 kilos of fuming sulfuric acid containing per centof sulfuric anhydrid are then run into the mass always stirring well and maintaining the same temperature. The

lid of the autoclave is then closed and tight ened. Now a vessel containing liquid chlorin is connected with the autoclave through an iron pipe and a tap and the chlorin is allowed to blow over into the autoclave always; stirring the mass well and keeping the temperature down to about 25 degrees. The pressure will rise to about 7 or 8 atmospheres at the utmost. If in thls manner about'250 or 260 kilos of chlorin 'haveentered into the autoclave the tap is closed and the stirring continued for 12 hours or more. The excess'of chlorin con- 'tained in the autoclave is then blown off Example 3, combination: The chlorinated 'diazooxid obtained according to Example 1 is-st-irred up with 300 liters of water and neutralized by adding calcined sodium car-.

bonate. The so obtained solution is gradually run into a solution of 75 kilos of alphanaphthol in 350 kilos caustic soda lye of 40 degrees Baum cooled by the addition of 4 200 kilos of ice. The stirring is then continued for an 'hour until the combination mass has turned thick. The mass is then diluted with ice and water and acidified by means of hydrochloric acid. The new ortho-oxy-azo d estufi is separated this manner as a b ack crystalline preciplt-ate.

It is filtered, pressed and dried. It is easily soluble in hot water with a bluish-red coloration changing to greenish-blue on addition naphthalene-1.2-dia'zo-oXid-tsulfonic of an alkali. It is dissolved by concentrated sulfuric acid yielding a greenishblue solution. By various reducing agents it is split into .Z-amido-l-naphthol and chloro-l-amido-2-naphthol-4-sulfonic acid. It dyes woolfrom an acid bath a redviolet, which turns into greenish-blue of excellent fast-ness. on subsequent treatment With a bichromate.

I claim: I

1. The process of producing fast orthooXy-azo-dyestufl's which comprises treating naphthalene-1.2-diazo-oxid- L-sulfonic acid with chlorin, and combining the resulting chlorinated product with azo dyestuif components.

2. The process of producing fast orthooXy-azo-dyestuffs which comprises treating 2101' with chlorin in the presence of a reagent facilitating the reaction, and combining the resulting chlorinated product with azo dyestuif components.

3. The process of producing fast orthooxy-azo-dyestufi's which comprises treating naphthalene-1.2-diazo-oXid-4-sulfonic acid with chlorin in the presence of a solvent which facilitates the reaction, and combining the resulting chlorinated product with azo dyestuft' components.

4. The process of producing fast orthooxy-azo-dyestuffs which comprises treating naphthalene-1.2-diazo-oXid-4-sulfonic acid with chlorin in the presence of fuming sulfuric acid, and combining the resulting chlorinated product with azo dyestufi' components.

5. The process ofproducing fast ortho oxy-azo-dyestufls which comprises treating naphthalene-1.2-diazo-oXid4L-sulfonic acid with chlorin in the presence of chlorosulfonic acid, and combining the resulting chlorinated product with azo dyestufi' components.

6. The process of producing fast orthooxy-azodyestuffs which comprises treatin naphthalene-1.2-diazo xid-4-sulfonic aci with chlorin in the presence of fuming sulfuric acid and chlorosulfonic acid, and combining the resulting chlorinated product with azo dyestufi' components.

' 7. The process of producing fast orthooxy-azo-dyestuffs which comprises treating naphthalene-1.2rdiazo oxid-t-sulfonic acid with chlorin under pressure, and combining the resulting chlorinated product with azo dyestuff components.

8. The process of producing fast orthooxy-azo-dyestufifs which. comprises treating naphthalene-1.2-diazo-oXid-4-sulfonic acid with chlorin under pressure in the presence of a reagent facilitating the reaction, and

naphthalene-1.2-diazooXid-4sulfonic prod- .product with azo dyestuff components.

10. The process of producing fast orthooXy-azo-dyestuffs which comprises treating naphthalene-1.2-diazo-oxidl-sulfonic acid with chlorin under pressure in the presence of fuming sulfuric acid, and combining the resulting chlorinated product with azo dyestuff components.

11. The process of producing fast orthooxy-azo-dyestufi's which comprises treating naphthalene-1.2-diaz0-oxid-4-sulfonic acid with chlorin under pressure in the presence of chlorosulfonic acid and combining the resulting chlorinated product With azo-dyestuff components.

12. The process of producing fast orthooxy-azo-dyestutfs which comprises treating naphthalene-1.2-diazO-oXidA-sulfonic acid with chlorin under pressure in the presence of fuming sulfuric acid and chlorosulfonic acid and combining the resulting chlorinated product with azo dyestuff components.

18. As new products the ortho-oxy-azo dyestuffs obtainable by combining chloronaphthalene-1.2-diazooxid-4-sulfonic acid with azo dyestuif components, these dyestufl's being decomposed when treated with reducing agents into a chloro-Lamido-Q- naphthol-t-sulfonic acid on the one hand and into an amido derivative of the employled azo dyestuff component on the other han 14. As a new product the ortho-o y-azo dyestuif obtainable by combining chloroacid with alpha-naphthol which dyestuff is a dark crystalline powder easily soluble in hot water with bluishred coloration changing to greenish-blue on addition of an alkali, soluble in concentrated sulfuric acid with greenish-blue color, being split by reducing agents into chloro-1-amido-2-naphthol-4-sulacid fonic acid and 2amido-l-naphthol, and

which dyes in an acid bath on wool a redviolet, changed to a greenish-blue of excellent fastness on subsequent treatment with a bichromate.

In testimony whereof I have signed my name to this specification in the presence of two subscribing witnesses.

KARL ELBEL.

Witnesses:

AUGUST ROTH, JOHANN RAMo sEn. 

